1-(4-bromophenyl)-3-oxo-3-phenylpropyl diethylcarbamodithioate | 1234670-40-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1-(4-bromophenyl)-3-oxo-3-phenylpropyl diethylcarbamodithioate
• 英文别名: [1-(4-bromophenyl)-3-oxo-3-phenylpropyl] N,N-diethylcarbamodithioate
• CAS: 1234670-40-6
• 化学式: C₂₀H₂₂BrNOS₂
• 分子量: 436.437
• InChiKey: OOUQQSNOANKZED-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  77.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  二硫化碳 、 4-溴查尔酮 、 二乙胺 以 二氯甲烷 为溶剂， 生成 1-(4-bromophenyl)-3-oxo-3-phenylpropyl diethylcarbamodithioate
  参考文献：
  名称：

  Synthesis, molecular modeling and biological evaluation of dithiocarbamates as novel antitubulin agents

  摘要：

  A series of novel dithiocarbamate compounds with the chalcone scaffold have been designed and synthesized, and their biological activities were also evaluated as potential antiproliferation and antitubulin polymerization inhibitors. Compound 2n showed the most potent biological activity in vitro, which inhibited the growth of MCF-7 cells with IC(50) of 0.04 +/- 0.01 mu M and the polymerization of tubulin with IC(50) of 6.8 +/- 0.6 mu M. To understand the tubulin-inhibitor interaction and the selectivity of the most active compound towards tubulin, molecular modeling studies were performed to dock compound 2n into the colchicine binding site, which suggested probable inhibition mechanism. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.04.091

文献信息

• Synthesis, molecular modeling and biological evaluation of dithiocarbamates as novel antitubulin agents
  作者：Yong Qian、Gao-Yuan Ma、Ying Yang、Kui Cheng、Qing-Zhong Zheng、Wen-Jun Mao、Lei Shi、Jing Zhao、Hai-Liang Zhu

  DOI：10.1016/j.bmc.2010.04.091

  日期：2010.6.15

  A series of novel dithiocarbamate compounds with the chalcone scaffold have been designed and synthesized, and their biological activities were also evaluated as potential antiproliferation and antitubulin polymerization inhibitors. Compound 2n showed the most potent biological activity in vitro, which inhibited the growth of MCF-7 cells with IC(50) of 0.04 +/- 0.01 mu M and the polymerization of tubulin with IC(50) of 6.8 +/- 0.6 mu M. To understand the tubulin-inhibitor interaction and the selectivity of the most active compound towards tubulin, molecular modeling studies were performed to dock compound 2n into the colchicine binding site, which suggested probable inhibition mechanism. (C) 2010 Elsevier Ltd. All rights reserved.